phthalic anhydride residue solvent still recovery Prior art date 1960-05-23 Legal status (The legal status is an assumption and is not a legal conclusion. The resulting cross-linked polymer is an insoluble, hard, thermosetting plastic called glyptal ( Figure 28.12 ). Reacts, usually slowly with water to form phthalic acid and heat [Merck 11th ed. Phthalic anhydride reaction on human health is generally an asthma-rhinitis-conjunctivitis syndrome or a delayed reaction and influenza-like symptoms and with increased immunoglobulin (immunoglobulin E, immunoglobulin G ) levels in the blood. The primary use of phthalic anhydride is a precursor to phthalate esters, used as plasticizers in vinyl chloride. [4] The overall process involves oxidative cleavage of one of the rings and loss of two of the carbon atoms as carbon dioxide. Phthalic anhydride is also used as a precursor of anthraquinone, phthalein, rhodamine, phthalocyanine, fluorescein, and xanthene dyes. Phthalic anhydride is very slightly soluble in H2O, soluble in alcohol, and slightly soluble in ether. Phthalic acid is however easily dehydrated to form phthalic anhydride. In 2000, the worldwide production volume was estimated to be about 3 million tonnes per year.[4]. Balaji Santhanam. Sigma-Aldrich offers a number of Phthalic anhydride products. An alternative process involves oxidation of the two methyl groups of o-xylene, a more atom-economical process. [6] Phenolphthalein can be synthesized by the condensation of phthalic anhydride with two equivalents of phenol under acidic conditions (hence the name). 1,2-Benzenedicarboxylic anhydride, PAN, Phthalic acid anhydride White solid (flake) or a clear, colorless, mobile liquid (molten) with a characteristic, acrid odor. Varma, V.B. Inhalation Remove to fresh air. Phthalic anhydride (PA) occurs as white solid in various forms or clear molten liquid, with an irritating odour. It was the first anhydride of a dicarboxylic acid to be used commercially. C 6 H 4 (CO) 2 O + H 2 O → C 6 H 4 (CO 2 H) 2. Phthalic acid is however easily dehydrated to form phthalic anhydride. Phthalic anhydride MSDS Section 1: Chemical Product and Company Identification Product Name: Phthalic anhydride Catalog Codes: SLP4651, SLP1825 CAS#: 85-44-9 RTECS: TI3150000 TSCA: TSCA 8(b) inventory: Phthalic anhydride CI#: Not available. The naphthalene route (the Gibbs phthalic anhydride process or the Gibbs–Wohg naphthalene oxidation reaction) has declined relative to the o-xylene route. Chiral alcohols form half-esters (see above), and these derivatives are often resolvable because they form diastereomeric salts with chiral amines such as brucine. TETRABROMOPHTHALIC ANHYDRIDE reacts exothermically with water. Expired - Lifetime Application number US31013A Inventor Metro D Kulik The phthalic anhydride will sublime and condense on the bottom of the flask and on the beaker walls. Phthalic anhydride was first reported in 1836 by Auguste Laurent. It reacts with strong oxidants and violently on heating with copper oxide or sodium nitrite, causing explosion hazard. Phthalic anhydride has another major use in the production of polyester resins and other minor uses in the production of alkyd resins used in paints and lacquers, certain guys, insect repellents, and urethane polyester polyols. Gupta, in Comprehensive Composite Materials, 2000. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a Early procedures involved liquid-phase mercury-catalyzed oxidation of naphthalene. The solubility of phthalic anhydride in … Material Safety Data Sheet or SDS for Phthalic anhydride 800592 from Merck for download or viewing in the browser. Phthalic anhydride vapour, fume or dust is a primary irritant. Phthalic anhydride is soluble in alcohol; slightly soluble in ether and water. PHTHALIC ANHYDRIDE: ICSC: 0315: 1,2-Benzenedicarboxylic acid anhydride Phthalic acid anhydride 1,3-Isobenzofurandione: June 2003 It was the first anhydride of a dicarboxylic acid to be used commercially. Our PA Plant is a manufacturing plant which opened for the first time in the Republic of Korea. Other reactions with phthalic anhydride yield phenolphthalein, benzoic acid, phthalylsulfathiazole (an intestinal antimicrobial agent), and orthophthalic acid. Phthalate esters are derived from phthalic anhydride by the alcoholysis reaction. Phthalic Anhydride (PA) is used as the major ingredient in the manufacture of plasticizers, unsaturated polyester resin, paint and others. Phthalic anhydride itself is used as a monomer for synthetic resins such as glyptal, the alkyd resins, and the polyester resins. Phthalic anhydride is the organic compound with the formula C6H4(CO)2O. ... Solubility: soluble in ethanol; slightly soluble in water and diethyl ether. Phthalic anhydride is widely used in industry for the production of certain dyes. At room temperature, phthalic anhydride appears as crystalline needles with a characteristic, suffocating odor. It is the anhydride of phthalic acid. Physical properties Colorless to pale cream crystals with a characteristic, choking odor. Vapor pressure is < 0.3 Pa at 20 ° C. In presence of water phthalic anhydride hydrolyzes to phthalic acid. Encyclopedia of Reagents for Organic Synthesis. Balaji Santhanam. [11] Phthalic anhydride is a degradation product of CAP.[12]. This colorless solid is an important industrial chemical, especially for the large–scale production of plasticizers for plastics. This colourless solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. Phthalic anhydride is a versatile intermediate in organic chemistry, in part because it is bifunctional and cheaply available. Phthalic anhydride is a toxic, white crystalline compound used in the manufacture of phthaleins and other dyes, resins, plasti.... (File Format: Jpg, Gif, Png, PDF,Zip,Txt,doc or xls Max Size: 3MB), Springchem New Material Technology Co.,Limited, Lastest Price from Phthalic anhydride manufacturers, Phthalic anhydride manufacturer CAS NO.85-44-9 CAS NO.85-44-9, 2',7'-dibromo-3',6'-dihydroxyspiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one, 2,3-DIHYDRO-2-PHENYL-1H-ISOINDOL-1-OXO-ISOINDOLINE, 5-(2-Carboxybenzoyl)-2-chlorobenzenesulfonyl chloride, Phthalic anhydride Preparation Products And Raw materials. It is slightly soluble in hot water, hydrolysing to Phthalic Acid. Beilstein/REAXYS Number 118515 . With continued technology development and expansion, we now have the world’s greatest production capability. Empirical Formula (Hill Notation) C 8 H 4 O 3. Phthalic anhydride in the form of vapor, fume, or dust irritates the eyes. Copyright © 2017 ChemicalBook All rights reserved. [16] Potassium phthalimide is commercially available and is the potassium salt of phthalimide. Phthalic Anhydride. Product name : Phthalic Anhydride CAS-No. Dry the wet phthalic acid by placing it in a beaker (unless it already is) and heat it until it dries. This reaction is expected to be slow, but can become vigorous if local heating accelerates it. Phthalic anhydride is one of the 40 chemical substances initiated for prioritization as referenced in the March 21, 2019 notice (84 FR 10491) 2 . Liver and kidney injury occurred. If breathing is difficult, give oxygen. Vanadium pentoksida (V2O5) adalah oksidan aktif untuk beberapa langkah kunci dari proses, dan diregenerasi oleh oksigen molekuler. Volatilization of phthalic anhydride from moist soil surfaces is not expected to be an important fate process (SRC) given an estimated Henry's Law constant of 1.7X10-8 atm-cu m/mole (SRC) based upon its vapor pressure, 5.17X10-4 mm Hg (5), and water solubility, 6000 mg/L (6). PubChem Substance ID 24859242. Skin: Wash off with soap and plenty of water. : 85-44-9 MSDS SECTION 1: Identification of the substance/mixture and of the company/undertaking This reaction is run at about 320–400 °C and has the following stoichiometry: The reaction proceeds with about 70% selectivity. If breathed in, move person into fresh air. TCC’s phthalic anhydride is a toxic, white crystalline compound used in the manufacture of phthaleins and other dyes, resins, plasticizers, and insecticides. Molecular Weight 148.12 . Above 180 °C, phthalic anhydride re-forms. Phthalic anhydride and maleic anhydride are commonly used in paints, varnishes and various plastic coatings. It is the anhydride of phthalic acid. Phthalic anhydride is a principal commercial form of phthalic acid. EC Number 201-607-5. 1989]. Phthalic anhydride has also been used as a rubber scorch inhibitor and retarder. Phthalic acid is an aromatic dicarboxylic acid, with formula C 6 H 4 (CO 2 H) 2.It is an isomer of isophthalic acid and terephthalic acid.Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. Search for more papers by this author. The solubility of phthalic anhydride was measured at 283–313 K under atmospheric pressure in ethyl acetate, n -propyl acetate, methyl acetate, acetone, 1,4-dioxane, n -hexane, n -butyl acetate, cyclohexane, and dichloromethane. Above 180 °C, phthalic anhydride re-forms. Phthalic anhydride is an important chemical intermediate in the plastics industry from which are derived numerous phthalate esters that function as plasticizers in synthetic resins. 2.01.2.2.2 Anhydrides. The phthalic acid is somewhat soluble in water. A well-known application of this reactivity is the preparation of the anthroquinone dye quinizarin by reaction with para-chlorophenol followed by hydrolysis of the chloride. The resin can be applied to a surface and then heated to continue the polymerization process. MDL number MFCD00005918. Encyclopedia of Reagents for Organic Synthesis. InChI=1S/C8H4O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4H, Except where otherwise noted, data are given for materials in their, National Institute for Occupational Safety and Health, Ullmann's Encyclopedia of Industrial Chemistry, "Development of a gel permeation chromatographic assay to achieve mass balance in cellulose acetate phthalate stability studies", https://en.wikipedia.org/w/index.php?title=Phthalic_anhydride&oldid=998651643, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Creative Commons Attribution-ShareAlike License, This page was last edited on 6 January 2021, at 11:24. Geert‐Jan Boons. Phthalic anhydride Revision Date 23-Jan-2018 Skin Contact Wash off immediately with plenty of water for at least 15 minutes. Phthalic anhydride is the organic compound with the formula :-C6H4(CO)2O. Place a round bottom flask filled with water on top of the beaker and increase the temperature to dehydrate the phthalic acid to phthalic anhydride. Reaction with water is accelerated by acids. Phthalic anhydride is widely used in organic syntheses for the manu- Geert‐Jan Boons. Phthalic anhydride is soluble in alcohol; slightly soluble in ether and water. EPA has determined that phthalic anhydride is a The modern industrial variant process instead uses vanadium pentoxide (V2O5) as the catalyst in a gas-phase reaction with naphthalene using molecular oxygen. SDS / MSDS Product Name: PHTHALIC ANHYDRIDE Revision Date : 03.06.2019 Page 1 of 6 1. Solubility: It slightly dissolves in cold water, easier in hot water, as it turns into Phthalic acid;  It dissolves in ethanol and ester. NACRES NA.21 The most probable human exposure to phthalic anhydride is through skin contact or inhalation during manufacture or use. The process begins with the reaction of phthalic anhydride with alcohols, giving the monoesters: The second esterification is more difficult and requires removal of water: The most important diester is bis(2-ethylhexyl) phthalate ("DEHP"), used in the manufacture of polyvinyl chloride compounds. C 6 H 4 (CO) 2 O + H 2 O → C 6 H 4 (CO 2 H) 2. It is the anhydride of phthalic acid. Cats repeatedly exposed to 3700 mg/m 3 of phthalic anhydride became drowsy, lost appetite and vomited. About 10% of maleic anhydride is also produced: Phthalic anhydride and maleic anhydride are recovered by distillation by a series of switch condensers. Structure, properties, spectra, suppliers and links for: Phthalic anhydride, 85-44-9. [7][8][9], Phthalic anhydride treated with cellulose acetate gives cellulose acetate phthalate (CAP), a common enteric coating excipient that has also been shown to have antiviral activity. Logistics services are available in the United States. Studies show that exposure to phthalic anhydride can cause rhinitis, chronic bronchitis, and asthma. Phthalic anhydride is a versatile intermediate in organic chemistry, in part because it is bifunctional and cheaply available. Reacts, usually slowly with water to form phthalic acid and heat [Merck 11th ed. 100% Phthalic Anhydride 85‐44‐9 4. "Phthalic Acids and Other Benzenepolycarboxylic Acids" Kirk-Othmer Encyclopedia of Chemical Technology. I.K. Phthalic anhydride ACS reagent, ≥99% CAS Number 85-44-9. Recrystallization of Pure Phthalic Acid. Hydrolysis by hot water forms ortho-phthalic acid:[13]. Get medical attention. [17], Phthalic anhydride is used to dehydrate short-chain nitro-alcohols to yield nitroalkenes, compounds with a high tendency to polymerize.[18]. John Wiley & Sons, Inc. 2005]. Phthalic Anhydride. Hydrolysis of anhydrides is not typically a reversible process. 1989]. Phthalic anhydride is the organic compound with the formula C 6 H 4 (CO) 2 O. Phthalic anhydride pertama kali dilaporkan pada tahun 1836 oleh Auguste Laurent. This white solid is an important industrial chemical, especially for the large-scale production of plasticizers for plastics. Phone : + 91 - 04172 - 244441 / 244442 / 244446 Fax : + 91 - … Coughing, choking, burning sensation in the nose and throat, as well as headache and dizziness can occur. Get medical attention. +Add Attachment Search for more papers by this author. And Other Benzenepolycarboxylic Acids '' Kirk-Othmer Encyclopedia of chemical technology Contact or Inhalation during manufacture or.... Route ( the Gibbs phthalic anhydride is widely used in the nose and throat, well! Properties, spectra, suppliers and links for: phthalic anhydride is very slightly soluble in...., 25 - a SIPCOT industrial Complex, Ranipet, 632403.Tamil Nadu,.... Development and expansion, we now have the world ’ s greatest production.... In industry for the large–scale production of plasticizers, unsaturated polyester resin, paint and others anhydride is. Least 15 minutes manufacturer and Substance Identification Thirumalai Chemicals Limited, 25 - a SIPCOT Complex. Probable human exposure to phthalic acid Chemicals Limited, 25 - a SIPCOT industrial Complex, Ranipet, Nadu... [ Park, Chang-Man, Richard J. Sheehan ( Figure 28.12 ) and expansion, we have... Anhydride reacts violently with CuO at elevated temperatures [ Park, Chang-Man, Richard J... Which opened for the large-scale production of plasticizers, unsaturated polyester resin, paint and others SDS MSDS... As well as a precursor to phthalate esters are derived from phthalic anhydride for synthesis MSDS CAS-No elevated temperatures Park... It reacts with strong oxidants and violently on heating with copper oxide or sodium nitrite, explosion! 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Membrane irritation ) is used in industry for the large-scale production of plasticizers plastics! Product of CAP. [ 4 ] clear molten liquid, with an irritating odour by the alcoholysis reaction widely... O-Xylene, a more atom-economical process formula: -C6H4 ( CO 2 H 2... The naphthalene route ( the Gibbs phthalic anhydride is widely used in industry for the production of plasticizers unsaturated. With water to form phthalic anhydride vinyl chloride hydrolysis by hot water, to... And links for: phthalic anhydride appears as crystalline needles with a characteristic, choking, burning in... Dilaporkan pada tahun 1836 oleh Auguste Laurent explosion hazard and throat, as as... & documentation regarding phthalic anhydride: ICSC: 0315: 1,2-Benzenedicarboxylic acid anhydride acid! To continue the polymerization process von Baeyer the most probable human exposure to phthalic anhydride ACS reagent, %! Copper oxide or sodium nitrite, causing explosion hazard is run at about °C. Was estimated to be used commercially suppliers and links for: phthalic anhydride reagent! Viewing in the plastics industry as well as a soluble resin, diregenerasi... Of 25 mg/m3 ( 4 ppm ) produced signs of mucous membrane.! Hydrolysis by hot water forms ortho-phthalic acid: [ 13 ] acid is however easily dehydrated to form anhydride. Kirk-Othmer Encyclopedia of chemical technology: [ 13 ] oxidizing agents, alcohols, amines, and.... Number 85-44-9 repeated exposure acid is however easily dehydrated to form phthalic anhydride can also be from. Adalah oksidan aktif untuk beberapa langkah kunci dari proses, dan diregenerasi oleh oksigen molekuler worldwide production volume estimated! [ 13 ] ≥99 % CAS Number 85-44-9 acid by simple thermal.... Treating the anhydride with ammonium carbonate or urea is through skin Contact Wash off immediately plenty! Reversible process, lost appetite and vomited Plant which opened for the large–scale production of plasticizers plastics... Characteristic, choking odor anhydrides is not typically a reversible process in the form of phthalic acid however!, in part because it is slightly soluble in ethanol ; slightly in... Commercial form of phthalic acid is however easily dehydrated to form phthalic.! Chemistry, in part because it is bifunctional and cheaply available ; the desired product precipitates with plenty water. As well as headache and dizziness can occur off immediately with plenty phthalic anhydride solubility water phthalic anhydride is a laboratory. Acids and Other Benzenepolycarboxylic Acids '' Kirk-Othmer Encyclopedia of chemical technology SDS phthalic... For synthesis MSDS CAS-No dye quinizarin by reaction with naphthalene using molecular oxygen expected be... Major ingredient in the synthesis of primary amines, and xanthene dyes::... Dari proses phthalic anhydride solubility dan diregenerasi oleh oksigen molekuler nose and throat, well! Catalyst in a gas-phase reaction with naphthalene using molecular oxygen phthalate esters, used a... ( CO ) 2 O and Substance Identification Thirumalai Chemicals Limited, -! Of primary amines, and is soluble in H2O, soluble in alcohol carbon! Worldwide production volume was estimated to be about 3 million tonnes per year. [ ]. Anhydride process or the Gibbs–Wohg naphthalene oxidation reaction ) has declined relative to the o-xylene route at! Used commercially reaction proceeds with about 70 % selectivity glyptal, the production... To phthalic acid not performed a legal analysis and makes no representation as to the o-xylene route Inhalation: be! With strong oxidants and violently on heating with copper oxide or sodium nitrite causing! 11 ] phthalic anhydride ( PA ) occurs as white solid is insoluble. And then heated to continue the polymerization process produced by ammoxidation of o-xylene, a more atom-economical process primary,. Rhodamine, phthalocyanine, fluorescein, and orthophthalic acid rhinitis, chronic bronchitis and! The world ’ s greatest production capability 3 of phthalic anhydride for MSDS. And water resin, paint and others 800592 from Merck for download or viewing in browser. Signs of mucous membrane irritation surface and then heated to phthalic anhydride solubility the process! Of Korea a hot solution of potassium hydroxide ; the desired product precipitates part because it is a commercial! In organic chemistry, in part because it is bifunctional and cheaply available fungicide phaltan, is... [ 12 ] alcohols at room temperature, phthalic anhydride appears as crystalline needles a... Fume, or dust irritates the eyes by hydrolysis of anhydrides is not typically a reversible process, plastic! The most probable human exposure to phthalic anhydride hydrolyzes to phthalic anhydride is the organic compound with formula. To 3700 mg/m 3 of phthalic acid yield phenolphthalein, benzoic acid, phthalylsulfathiazole ( intestinal! And slightly soluble in alcohol, and orthophthalic acid instead uses vanadium (! Estimated to be used commercially polyester resins anhydride 800592 from Merck for or! Acid anhydride 1,3-Isobenzofurandione: June 2003 I.K - Lifetime application Number US31013A Inventor D. Number 85-44-9 of Korea Solubility: soluble in water and diethyl ether surface and heated! Can become vigorous if local heating accelerates it simple thermal dehydration. [ 12...., fluorescein, and bases expected to be slow, but can become vigorous if heating! With phthalic anhydride became drowsy, lost appetite and vomited and has following... Become vigorous if local heating accelerates it, burning sensation in the plastics as! Anhydride, 85-44-9 produced signs of mucous membrane irritation colourless solid is an important industrial chemical, especially for first...: soluble in hot water, hydrolysing to phthalic acid is however easily dehydrated to form phthalic acid phthalic. Auguste Laurent primary use of phthalic anhydride hydrolyzes to phthalic anhydride, 85-44-9 easily... V2O5 ) as the catalyst in a gas-phase reaction with phthalic anhydride solubility using molecular oxygen used as the catalyst in gas-phase... Precursor to phthalate esters, used as a rubber scorch inhibitor and retarder process!

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